HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24628Erstellt: 23. Oktober 2026
Potassium Carbonate → N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester
https://huagongshe.com/de/reaction/24628
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Edukt | (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate | HCID 10455198 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dimethylformamide toluene | HCID 21735183 | — |
| Produkt | N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester | HCID 10309111 | 62,6% |
Reaktionsschritte
To a mixture of 2-thienylboronic acid (1.135 g) and anhydrous K2CO3 (2.23 g) in toluene/DMF (75 mL/7.5 mL) under N2 was added a solution of N-(tert-butoxycarbonyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester (3.42 g) in 5 mL of toluene. Pd(PPh3)4 (1.4 g) was added and the mixture was heated at 80° C. for 24 h. After usual work-up as shown in Example 1 the crude material was purified by flash column chromatography (silica gel; eluent: EtOAc/hexane 1:3) to yield N-(tert-butoxycarbonyl)-4-(2-thienyl)-L-phenylalanine methyl ester (1.81 g). ESMS: m/z 362 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06855843B2 |
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| Quelldatensatz | uspto-grants-2005_02 |
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| ORD ID | ord-1db0bfad9af543919c7b8344aca7a271 |
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| Quellennotiz | uspto-grants-2005_02 |
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